WO2012150705A1 - Semi-transparent fragrance composition - Google Patents

Semi-transparent fragrance composition Download PDF

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Publication number
WO2012150705A1
WO2012150705A1 PCT/JP2012/061525 JP2012061525W WO2012150705A1 WO 2012150705 A1 WO2012150705 A1 WO 2012150705A1 JP 2012061525 W JP2012061525 W JP 2012061525W WO 2012150705 A1 WO2012150705 A1 WO 2012150705A1
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WO
WIPO (PCT)
Prior art keywords
composition
mass
fragrance
group
carbon atoms
Prior art date
Application number
PCT/JP2012/061525
Other languages
French (fr)
Japanese (ja)
Inventor
晃司郎 尾島
徹 佐倉
ミッシェル サバディ、
ラス、ベネディクト
シャバンヌ、 カリーヌ ド
Original Assignee
株式会社 資生堂
シセイド－ インターナショナル フランス エス．エ－．エス．
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Application filed by 株式会社 資生堂, シセイド－ インターナショナル フランス エス．エ－．エス． filed Critical 株式会社 資生堂
Priority to EP12780014.2A priority Critical patent/EP2706108B1/en
Priority to JP2013513085A priority patent/JP6029181B2/en
Priority to CN201280021377.4A priority patent/CN103620010B/en
Priority to US14/114,557 priority patent/US9238786B2/en
Publication of WO2012150705A1 publication Critical patent/WO2012150705A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B5/00—Preserving by using additives, e.g. anti-oxidants
    • C11B5/0092—Mixtures
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • A61K8/8111—Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations

Definitions

  • the present invention relates to a fragrance composition, and more particularly to an alcohol-based translucent fragrance composition that is translucent and excellent in stability.
  • a transparent alcohol solution in which 1 to 30% by mass of a fragrance is dissolved in a large amount of ethanol is widely used.
  • the appearance of cosmetics and other products has become one of the important factors for consumers to choose, and in the fragrance composition, a new appearance product with a high-class appearance, such as a translucent fragrance product, has been proposed. If obtained, the competitiveness of the product can be enhanced.
  • the fragrance composition contains a large amount of alcohol together with a large amount of fragrance because of its fragrance and usability. For this reason, it has been difficult to obtain a stable translucent fragrance composition.
  • Patent Document 1 describes an alcohol / oil-in-water emulsion composition in which an oil phase is uniformly and stably dispersed in an outer phase mainly composed of a lower alcohol.
  • This emulsified composition contains 50% by weight or more of a lower alcohol such as ethanol, and further contains oil, water, and a specific polyether-modified silicone emulsifier as an essential component as an emulsifier.
  • Patent Document 1 also describes a hair cosmetic that is an alcohol / oil-in-water emulsion composition containing an appropriate amount of a fragrance, but the amount of the fragrance in the hair cosmetic is usually 1% by mass or less, Typically, it is only 0.2% by mass or less.
  • the present inventors tried to prepare an alcohol-based fragrance composition containing a large amount of fragrance by applying the technique of Patent Document 1 because fragrance is one of the oil components.
  • fragrance is one of the oil components.
  • a fragrance is used instead of the oil, it becomes a transparent composition, and it is very difficult to obtain a translucent and stable fragrance composition.
  • the present invention has been made in view of the background art described above, and an object thereof is to provide an alcohol-based stable translucent fragrance composition containing a large amount of perfume.
  • the translucent fragrance composition according to the present invention is: (A) silicone oil; (B) an ⁇ -olefin oligomer which is a hydrogenated product of a 3 to 6-mer of an ⁇ -olefin having 4 to 12 carbon atoms; (C) a polyether-modified silicone represented by the following formula (1); (D) perfume, (E) a lower alcohol having 1 to 4 carbon atoms; (F) water, Containing
  • the total amount of (a) silicone oil and (b) ⁇ -olefin oligomer is 2 to 12% by mass in the composition, and the mass ratio of (b) / (a) is 0.1 to 0.7,
  • the polyether-modified silicone is 2 to 10 times by mass with respect to (b) the ⁇ -olefin oligomer;
  • the fragrance is 3 to 30% by mass in the composition
  • (E) The lower alcohol is 50% by mass or more in the composition
  • (F) water is 3.5 mass% to 15 mass% in the composition
  • A is a general formula: —C 3 H 6 O (C 2 H 4 O) a (C 3 H 6 O) b R ′ (where R ′ is a hydrogen atom, an acyl having 1 to 10 carbon atoms) A group selected from the group consisting of a group and an alkyl group having 1 to 4 carbon atoms, a is an integer of 5 to 50, and b is an integer of 5 to 50).
  • R is a methyl group or a phenyl group, m is an integer of 50 to 1,000, and n is an integer of 1 to 40.
  • the present invention provides a translucent fragrance composition, wherein the lower alcohol is ethanol in the fragrance composition.
  • an alcohol-based translucent fragrance composition containing a large amount of perfume is obtained, and this composition is excellent in stability.
  • silicone oil used in the present invention those usually blended in cosmetics and the like can be used.
  • silicone oil include linear polysiloxanes (dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.); cyclic polysiloxanes (decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.), three-dimensional Examples thereof include a silicone resin, a silicone rubber, and various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.) that form a network structure.
  • suitable silicone oils in the present invention include chain polysiloxanes and cyclic polysiloxanes.
  • the ⁇ -olefin oligomer is a hydrocarbon having a high molecular weight (average molecular weight is usually 300 or more) and liquid at normal temperature.
  • the ⁇ -olefin oligomer used in the present invention is a 3 to 6-mer (preferably 3 to 6) linear ⁇ -olefin having 4 to 12 carbon atoms (preferably 6 to 12 carbon atoms, more preferably 8 to 12 carbon atoms).
  • a branched saturated hydrocarbon obtained by polymerizing an ⁇ -olefin and then hydrogenating the terminal double bond.
  • Such ⁇ -olefin oligomers can be synthesized by known methods, but commercially available products can also be used. Examples of commercially available products include “Synthelan 4” (Nikko Chemicals Co., Ltd.), “Nom Coat HP-30” (Nisshin Oilio Group Co., Ltd.), and the like.
  • the ⁇ -olefin oligomer is preferably 0.1 mass times or more, more preferably 0.2 mass times or more with respect to the silicone oil. Moreover, it is preferable that it is 0.7 mass times or less, and also 0.6 mass times or less. If the ⁇ -olefin oligomer is too small relative to the silicone oil, the composition may become transparent. If it is too much, the emulsion may not be sufficiently emulsified and a stable translucent composition may not be obtained. is there.
  • the total amount of (a) silicone oil and (b) ⁇ -olefin oligomer is preferably 2% by mass or more, more preferably 4% by mass or more in the fragrance composition of the present invention. Moreover, it is preferable that it is 12 mass% or less, Furthermore, it is 10 mass% or less. If the total amount of (a) silicone oil and (b) ⁇ -olefin oligomer is too small, the composition may become transparent, and if it is too large, it cannot be sufficiently emulsified and a stable translucent composition cannot be obtained. Sometimes
  • R is a methyl group or a phenyl group
  • m is an integer of 50 to 1,000
  • n is an integer of 1 to 40.
  • A is a polyoxyalkylene group represented by the formula —C 3 H 6 O (C 2 H 4 O) a (C 3 H 6 O) b R ′.
  • R ′ is a group selected from the group consisting of a hydrogen atom, an acyl group having 1 to 10 carbon atoms, and an alkyl group having 1 to 4 carbon atoms, a is an integer of 5 to 50, and b is 5 to 50 Is an integer.
  • Examples of the acyl group having 1 to 10 carbon atoms of R ′ include saturated or unsaturated acyl groups, and specifically include formyl group, acetyl group, propionyl group, butyryl group, acryloyl group, benzoyl group, toluoyl group and the like. Is exemplified. Specific examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an i-propyl group, an n-propyl group, a t-butyl group, and an n-butyl group.
  • the polyether-modified silicone when a or b is less than 5, the polyether-modified silicone does not show a sufficient surface-active effect, and when a or b exceeds 50, the resulting composition is Has a feeling of stickiness.
  • the content of the polyoxyalkylene group in the molecule is not particularly limited, but it is preferable that the content of the polyoxyalkylene group exceeds 20% by mass in the total molecular weight. This is because when the content of the polyoxyalkylene group is 20% by mass or less in the total molecular weight, the effect of the polyether-modified silicone is remarkably lowered and the stability may be insufficient.
  • M is an integer from 50 to 1,000, and n is an integer from 1 to 40. This is because the stability is poor when m is less than 50 and n is less than 1, and when m is greater than 1,000 and n is greater than 40, the resulting composition is sticky. It is because a feeling comes to arise. Further, m: n is preferably 200: 1 to 5: 1, and particularly preferably 60: 1 to 15: 1.
  • the molecular weight of the polyether-modified silicone used in the present invention is not particularly limited, and the viscosity at 25 ° C. is not particularly limited. However, the polyether-modified silicone forms a stable emulsion and has a smooth feeling.
  • the viscosity is preferably in the range of 1,000 to 100,000 cps when a 50% by weight solution of octamethyltetrasiloxane or isoparaffin is used.
  • the polyether-modified silicone is preferably at least 2 times by mass, more preferably at least 3 times by mass with respect to the ⁇ -olefin oligomer. Moreover, it is preferable that it is 10 mass times or less, Furthermore, it is 9 mass times or less. If the amount of the polyether-modified silicone is too small relative to the ⁇ -olefin oligomer, it may not be sufficiently emulsified and a stable translucent composition may not be obtained, and if it is too much, it may become transparent.
  • the perfume used in the present invention is not particularly limited, and any of the perfume normally used in cosmetics, pharmaceuticals, fragrances and the like can be used.
  • any of the perfume normally used in cosmetics, pharmaceuticals, fragrances and the like can be used.
  • animal-based, plant-based and mineral-based natural flavors and synthetic flavors can be mentioned.
  • the fragrance is preferably 3% by mass or more, more preferably 5% by mass or more in the composition of the present invention. Moreover, 30 mass% or less, Furthermore, 20 mass% or less is preferable. If the blending amount of the fragrance is too small, sufficient fragrance cannot be obtained, and the composition may become transparent. On the other hand, if the fragrance is added excessively, the fragrance becomes too strong, stickiness may be produced, transparency may increase, and the amount of other components to be added is limited.
  • a lower alcohol is a main component of the continuous phase of a fragrance composition, and 50 mass% or more is mix
  • the lower alcohol used in the present invention include monohydric alcohols having 1 to 4 carbon atoms, and ethanol is particularly preferable from the viewpoint of safety. It should be noted that iso-propanol, n-propanol, tert-butanol, sec-butanol and the like are too hydrophobic, and therefore it is desirable to use them together with ethanol when they are blended.
  • (F) Water Water is preferably 3.5% by mass, more preferably 4% by mass or more, in the fragrance composition of the present invention. Further, it is preferably 15% by mass or less, more preferably 13% by mass or less. If the amount of water is too small, the composition may become transparent. If the amount is too large, the composition may become milky or the stability may be lowered.
  • the fragrance composition of the present invention is preferably produced, for example, as follows.
  • (I) (a) Silicone oil, (b) ⁇ -olefin oligomer, (c) polyether-modified silicone, and (d) fragrance are mixed and dissolved at room temperature using a part of (e) lower alcohol (parts) B).
  • (Ii) (e) The remainder of the lower alcohol and (f) water are mixed and dissolved at room temperature (part A).
  • Part A and Part B are mixed to obtain a fragrance composition.
  • a translucent fragrance composition that is a stable microemulsion can be obtained simply by mixing and stirring Parts A and B at room temperature using a stirrer or the like, and heating or emulsification No machine is required.
  • the part B is solubilized so as to become a transparent one-liquid solution.
  • Part B contains high-viscosity polyether-modified silicone, but (e) has a low viscosity by using a part of the lower alcohol.
  • an L value that is a ratio (%) of transmitted light intensity to irradiated light intensity of the composition can be adopted as a semi-transparent index. It means that it is transparent, so that L value of a composition is large, and it is cloudy, so that it is small. In the present invention, the L value is measured as in Examples described later.
  • the L value of the translucent fragrance composition of the present invention is 70 to 95, preferably 75 to 90. A composition having an L value of less than 70 is clearly cloudy and has no high-class feeling. On the other hand, if the L value is greater than 95, the transparency is high and a high-class feeling cannot be obtained, and there is almost no difference in appearance from the conventional product.
  • the fragrance composition of the present invention can be blended in components that are usually blended in fragrance compositions, cosmetics, quasi drugs, pharmaceuticals, etc., as long as the effects of the present invention are not impaired.
  • Other components such as components can be blended. Examples include oils other than silicone oils and ⁇ -olefin oligomers, UV absorbers, whitening agents, surfactants, moisturizers, polyhydric alcohols, vitamins, thickeners, coating agents, antioxidants, and various agents. .
  • the fragrance composition of the present invention is suitably used as an aromatic cosmetic such as perfume, eau de perfume, eau de toilette, or eau de cologne. It can also be used as a home fragrance.
  • the sample was filled in a quartz glass cell (optical path length: 10 mm) without dilution, and transmission measurement was performed at 20 ° C. using an integrating sphere spectrophotometer (GRETAG MACBETH CE7000A). That is, the sample was irradiated with light uniformly from any angle using an integrating sphere, and the ratio (%) of the transmitted light intensity received in the normal direction of the sample surface to the irradiated light intensity was obtained as the L value.
  • GRETAG MACBETH CE7000A integrating sphere spectrophotometer
  • the components A were mixed and dissolved at room temperature using a magnetic stirrer to obtain a transparent solution. Separately, the part A was added to and mixed with the part B mixed at room temperature with a magnetic stirrer at room temperature to obtain the desired fragrance composition.
  • Fragrance compositions were prepared with the compositions in Table 1. When only the fragrance
  • Sample 1 when silicone oil and ⁇ -olefin oligomer were used in combination with a fragrance, a stable translucent composition could be obtained. Without the ⁇ -olefin oligomer, even if other hydrocarbon oils were used, the appearance became transparent, and a translucent composition was not obtained (Sample 3, Sample 5). Moreover, sufficient emulsification could not be performed without silicone oil, and a stable translucent composition could not be obtained (Sample 4). Therefore, further investigation was carried out by changing the ratio of ⁇ -olefin oligomer / silicone oil.
  • Fragrance compositions were prepared with the compositions in Table 2.
  • the manufacturing method followed Table 1.
  • Table 2 if the ⁇ -olefin oligomer is too small relative to the silicone oil, it may become transparent, and if it is too much, sufficient emulsification becomes difficult and a stable translucent composition cannot be obtained. There was a thing. For these reasons, it was considered that the ratio of ⁇ -olefin oligomer / silicone oil was preferably 0.1 to 0.7, more preferably 0.2 to 0.6. Further, the total amount of silicone oil and ⁇ -olefin oligomer was changed and examined.
  • Fragrance compositions were prepared with the compositions in Table 3.
  • the manufacturing method followed Table 1.
  • Table 3 if the total amount of ⁇ -olefin oligomer and silicone oil is too small, it may become transparent, and if it is too much, it may not be sufficiently emulsified and a stable translucent composition may not be obtained. It was. For these reasons, it was considered that the total amount of the ⁇ -olefin oligomer and the silicone oil is preferably 2 to 12% by mass, more preferably 4 to 10% by mass in the composition. In addition, the amount of water was changed and examined.
  • Fragrance compositions were prepared with the compositions in Table 4. The manufacturing method followed Table 1. As shown in Table 4, if there is too little water, the fragrance composition may become transparent. On the other hand, when water is added excessively, it may become milky or may cause separation. From these results, it was considered that water was preferably 3.5 to 15% by mass, and more preferably 4 to 13% by mass in the composition. Moreover, it examined by changing the quantity of a fragrance
  • Fragrance compositions were prepared with the compositions in Table 5.
  • the manufacturing method followed Table 1.
  • Table 5 when there was too little fragrance
  • the amount of the fragrance when the amount of the fragrance was increased, a translucent composition was obtained, and 30% by mass was also possible.
  • the blending amount of the fragrance is preferably 3 to 30% by mass, more preferably 5 to 20% by mass in the composition. Further, the amount of the polyether-modified silicone was changed and examined.
  • Fragrance compositions were prepared with the compositions in Table 6.
  • the manufacturing method followed Table 1.
  • Table 6 if the amount of the polyether-modified silicone is too small relative to the ⁇ -olefin oligomer, it may not be sufficiently emulsified and a stable translucent composition may not be obtained.
  • the polyether-modified silicone is added excessively, the composition may become transparent. From these results, it was considered that the polyether-modified silicone is preferably 2 to 10 times by mass, more preferably 3 to 9 times by mass with respect to the ⁇ -olefin oligomer.
  • Table 7 shows the results of changing the type of fragrance in Sample 1. As can be seen from Table 7, a stable translucent fragrance composition can be obtained using various perfumes.

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Abstract

The present invention provides a stable, semi-transparent, alcohol-based fragrance composition into which a large amount of a fragrance material is blended. This fragrance composition is characterized in that: the total amount of a silicone oil (a) and an α-olefin oligomer (b) that is a hydrogenated product of a trimer to hexamer of an α-olefin having 4-12 carbon atoms is 2-12% by mass of the composition; the mass ratio (b)/(a) is 0.1-0.7; a polyether-modified silicone (c) represented by formula (1) is in an amount of 2-10 times the mass of the α-olefin oligomer (b); a fragrance material (d) is contained in the composition in an amount of 3-30% by mass; a lower alcohol (e) having 1-4 carbon atoms is contained in the composition in an amount of 50% by mass or more; water (f) is contained in the composition in an amount of 3.5-15% by mass; and the L value of the composition, said L value representing the ratio (%) of the intensity of transmitted light relative to the intensity of irradiated light, is 70-95. (In the formula, A represents a polyoxyalkylene group represented by the following general formula -C3H6O(C2H4O)a(C3H6O)bR' (wherein R' represents a hydrogen atom or a group that is selected from the group consisting of acyl groups having 1-10 carbon atoms and alkyl groups having 1-4 carbon atoms, a represents an integer of 5-50, and b represents an integer of 5-50); R represents a methyl group or a phenyl group; m represents an integer of 50-1,000; and n represents an integer of 1-40.)

Description

半透明フレグランス組成物Translucent fragrance composition 関連出願Related applications
　本出願は、２０１１年５月４日付け出願の国際出願ＰＣＴ／ＥＰ２０１１／０５７１６１の優先権を主張しており、ここに折り込まれるものである。 This application claims the priority of international application PCT / EP2011 / 057161 filed on May 4, 2011, and is incorporated herein.
　本発明はフレグランス組成物、特に半透明で安定性に優れたアルコールベースの半透明フレグランス組成物に関する。 The present invention relates to a fragrance composition, and more particularly to an alcohol-based translucent fragrance composition that is translucent and excellent in stability.
　香水やオーデコロン、オードトワレ、オードパルファムなどに代表されるフレグランス組成物としては、１～３０質量％の香料を多量のエタノールに溶解した透明なアルコール溶液が広く用いられている。
　一方、化粧料などの製品において、外観は消費者が選択する上での重要な要素の一つとなっており、フレグランス組成物においても高級感のある新しい外観の製品、例えば半透明のフレグランス製品が得られれば、製品の競合性を高めることができる。
　しかしながら、フレグランス組成物は、その芳香性、使用性などから、多量の香料とともに多量のアルコールを含んでいる。このため、安定な半透明のフレグランス組成物を得ることは困難であった。 As a fragrance composition represented by perfume, eau de cologne, eau de toilette, eau de parfum and the like, a transparent alcohol solution in which 1 to 30% by mass of a fragrance is dissolved in a large amount of ethanol is widely used.
On the other hand, the appearance of cosmetics and other products has become one of the important factors for consumers to choose, and in the fragrance composition, a new appearance product with a high-class appearance, such as a translucent fragrance product, has been proposed. If obtained, the competitiveness of the product can be enhanced.
However, the fragrance composition contains a large amount of alcohol together with a large amount of fragrance because of its fragrance and usability. For this reason, it has been difficult to obtain a stable translucent fragrance composition.
　特許文献１には、低級アルコールを主体とする外相中に油相を均一かつ安定に分散させたアルコール・水中油型乳化組成物が記載されている。この乳化組成物は、エタノール等の低級アルコールを５０重量％以上含有しており、さらに油分、水、及び乳化剤として特定のポリエーテル変性シリコーン乳化剤を必須成分として含有するものである。なお、特許文献１には、香料を適量配合したアルコール・水中油型乳化組成物である毛髪化粧料も記載されているが、毛髪化粧料中における香料の配合量は通常は１質量％以下、典型的には０．２質量％以下に過ぎない。 Patent Document 1 describes an alcohol / oil-in-water emulsion composition in which an oil phase is uniformly and stably dispersed in an outer phase mainly composed of a lower alcohol. This emulsified composition contains 50% by weight or more of a lower alcohol such as ethanol, and further contains oil, water, and a specific polyether-modified silicone emulsifier as an essential component as an emulsifier. Patent Document 1 also describes a hair cosmetic that is an alcohol / oil-in-water emulsion composition containing an appropriate amount of a fragrance, but the amount of the fragrance in the hair cosmetic is usually 1% by mass or less, Typically, it is only 0.2% by mass or less.
　本発明者らは、香料も油性成分の一つであることから、特許文献１の技術を応用して、多量の香料を配合したアルコールベースのフレグランス組成物の調製を試みた。しかしながら、油分の代わりに香料を用いると透明な組成物となってしまい、半透明で安定なフレグランス組成物を得ることは非常に困難であった。 The present inventors tried to prepare an alcohol-based fragrance composition containing a large amount of fragrance by applying the technique of Patent Document 1 because fragrance is one of the oil components. However, when a fragrance is used instead of the oil, it becomes a transparent composition, and it is very difficult to obtain a translucent and stable fragrance composition.
特許第３４１７５６７号公報Japanese Patent No. 3417567
　本発明は前記背景技術に鑑みなされたものであり、その目的は、多量の香料を配合したアルコールベースの安定な半透明フレグランス組成物を提供することにある。 The present invention has been made in view of the background art described above, and an object thereof is to provide an alcohol-based stable translucent fragrance composition containing a large amount of perfume.
　本発明者らが鋭意検討を行った結果、特定の組成とすることで、香料を高配合したアルコールベースの安定な半透明フレグランス組成物が容易に得られることを見出し、本発明を完成するに至った。 As a result of intensive studies by the present inventors, it has been found that an alcohol-based stable translucent fragrance composition with a high blend of fragrance can be easily obtained by making a specific composition, and to complete the present invention. It came.
　すなわち、本発明にかかる半透明フレグランス組成物は、
　（ａ）シリコーン油と、
　（ｂ）炭素数４～１２のα－オレフィンの３～６量体の水素添加物であるα－オレフィンオリゴマーと、
　（ｃ）下記式（１）で示されるポリエーテル変性シリコーンと、
　（ｄ）香料と、
　（ｅ）炭素数１～４の低級アルコールと、
　（ｆ）水と、
を含有し、
　（ａ）シリコーン油と（ｂ）α－オレフィンオリゴマーの合計量が組成物中２～１２質量％で、且つ、（ｂ）／（ａ）の質量比が０．１～０．７であり、
　（ｃ）ポリエーテル変性シリコーンが（ｂ）α－オレフィンオリゴマーに対して２～１０質量倍であり、
　（ｄ）香料が組成物中３～３０質量％であり、
　（ｅ）低級アルコールが組成物中５０質量％以上であり、
　（ｆ）水が組成物中３．５質量％～１５質量％であり、
　組成物の照射光強度に対する透過光強度の割合（％）であるＬ値が７０～９５であることを特徴とする半透明フレグランス組成物である。 That is, the translucent fragrance composition according to the present invention is:
(A) silicone oil;
(B) an α-olefin oligomer which is a hydrogenated product of a 3 to 6-mer of an α-olefin having 4 to 12 carbon atoms;
(C) a polyether-modified silicone represented by the following formula (1);
(D) perfume,
(E) a lower alcohol having 1 to 4 carbon atoms;
(F) water,
Containing
The total amount of (a) silicone oil and (b) α-olefin oligomer is 2 to 12% by mass in the composition, and the mass ratio of (b) / (a) is 0.1 to 0.7,
(C) the polyether-modified silicone is 2 to 10 times by mass with respect to (b) the α-olefin oligomer;
(D) The fragrance is 3 to 30% by mass in the composition,
(E) The lower alcohol is 50% by mass or more in the composition,
(F) water is 3.5 mass% to 15 mass% in the composition;
A translucent fragrance composition having an L value of 70 to 95, which is a ratio (%) of transmitted light intensity to irradiation light intensity of the composition.
Figure JPOXMLDOC01-appb-I000002
（式中、Ａは一般式：－Ｃ３Ｈ６Ｏ（Ｃ２Ｈ４Ｏ）ａ（Ｃ３Ｈ６Ｏ）ｂＲ’（式中、Ｒ’は水素原子、炭素数１～１０のアシル基及び炭素数１～４のアルキル基からなる群から選択される基であり、またａは５～５０の整数であり、ｂは５～５０の整数である。）で示されるポリオキシアルキレン基である。Ｒはそれぞれメチル基又はフェニル基であり、またｍは５０～１，０００の整数であり、ｎは１～４０の整数である。）
Figure JPOXMLDOC01-appb-I000002
(Wherein A is a general formula: —C 3 H 6 O (C 2 H 4 O) a (C 3 H 6 O) b R ′ (where R ′ is a hydrogen atom, an acyl having 1 to 10 carbon atoms) A group selected from the group consisting of a group and an alkyl group having 1 to 4 carbon atoms, a is an integer of 5 to 50, and b is an integer of 5 to 50). R is a methyl group or a phenyl group, m is an integer of 50 to 1,000, and n is an integer of 1 to 40.)
　また、本発明は、前記フレグランス組成物において、低級アルコールがエタノールであることを特徴とする半透明フレグランス組成物を提供する。 Further, the present invention provides a translucent fragrance composition, wherein the lower alcohol is ethanol in the fragrance composition.
　本発明によれば、多量の香料を含有するアルコールベースの半透明フレグランス組成物が得られ、この組成物は安定性に優れるものである。 According to the present invention, an alcohol-based translucent fragrance composition containing a large amount of perfume is obtained, and this composition is excellent in stability.
（ａ）シリコーン油
　本発明において用いるシリコーン油としては、通常化粧料等に配合されるものを用いることができる。このようなシリコーン油としては、例えば、鎖状ポリシロキサン（ジメチルポリシロキサン、メチルフェニルポリシロキサン、ジフェニルポリシロキサン等）；環状ポリシロキサン（デカメチルシクロペンタシロキサン、ドデカメチルシクロヘキサシロキサン等）、３次元網目構造を形成しているシリコーン樹脂、シリコーンゴム、各種変性ポリシロキサン（アミノ変性ポリシロキサン、ポリエーテル変性ポリシロキサン、アルキル変性ポリシロキサン、フッ素変性ポリシロキサン等）等が挙げられる。本発明において好適なシリコーン油の例としては、鎖状ポリシロキサン、環状ポリシロキサンが挙げられる。 (A) Silicone oil As the silicone oil used in the present invention, those usually blended in cosmetics and the like can be used. Examples of such silicone oil include linear polysiloxanes (dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.); cyclic polysiloxanes (decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.), three-dimensional Examples thereof include a silicone resin, a silicone rubber, and various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.) that form a network structure. Examples of suitable silicone oils in the present invention include chain polysiloxanes and cyclic polysiloxanes.
（ｂ）α－オレフィンオリゴマー
　α－オレフィンオリゴマーは、高分子量（平均分子量は通常３００以上）で、常温液体の炭化水素である。本発明で用いるα－オレフィンオリゴマーは、炭素数４～１２（好ましくは炭素数６～１２、さらに好ましくは炭素数８～１２）の直鎖α－オレフィンの３～６量体（好ましくは３～５量体）の水素添加物であり、α－オレフィンを重合した後、末端の二重結合を水素添加して得られる分岐飽和炭化水素である。このようなα－オレフィンオリゴマーは、公知の方法で合成できるが、市販品を利用することもできる。市販品としては、例えば、「シンセラン　４」（日光ケミカルズ（株））、「ノムコートＨＰ－３０」（日清オイリオグループ（株））などが挙げられる。 (B) α-Olefin Oligomer The α-olefin oligomer is a hydrocarbon having a high molecular weight (average molecular weight is usually 300 or more) and liquid at normal temperature. The α-olefin oligomer used in the present invention is a 3 to 6-mer (preferably 3 to 6) linear α-olefin having 4 to 12 carbon atoms (preferably 6 to 12 carbon atoms, more preferably 8 to 12 carbon atoms). A branched saturated hydrocarbon obtained by polymerizing an α-olefin and then hydrogenating the terminal double bond. Such α-olefin oligomers can be synthesized by known methods, but commercially available products can also be used. Examples of commercially available products include “Synthelan 4” (Nikko Chemicals Co., Ltd.), “Nom Coat HP-30” (Nisshin Oilio Group Co., Ltd.), and the like.
　本発明のフレグランス組成物中、α－オレフィンオリゴマーは、前記シリコーン油に対して０．１質量倍以上、さらには０．２質量倍以上であることが好ましい。また、０．７質量倍以下、さらには０．６質量倍以下であることが好ましい。α－オレフィンオリゴマーがシリコーン油に対して少なすぎる場合には、組成物が透明になってしまうことがあり、多すぎる場合には十分に乳化できず安定な半透明組成物が得られないことがある。 In the fragrance composition of the present invention, the α-olefin oligomer is preferably 0.1 mass times or more, more preferably 0.2 mass times or more with respect to the silicone oil. Moreover, it is preferable that it is 0.7 mass times or less, and also 0.6 mass times or less. If the α-olefin oligomer is too small relative to the silicone oil, the composition may become transparent. If it is too much, the emulsion may not be sufficiently emulsified and a stable translucent composition may not be obtained. is there.
　また、（ａ）シリコーン油と（ｂ）α－オレフィンオリゴマーの合計量は、本発明のフレグランス組成物中２質量％以上、さらには４質量％以上であることが好ましい。また、１２質量％以下、さらには１０質量％以下であることが好ましい。（ａ）シリコーン油と（ｂ）α－オレフィンオリゴマーの合計量が少なすぎると組成物が透明になってしまうことがあり、多すぎると十分に乳化できず安定な半透明組成物が得られないことがある Further, the total amount of (a) silicone oil and (b) α-olefin oligomer is preferably 2% by mass or more, more preferably 4% by mass or more in the fragrance composition of the present invention. Moreover, it is preferable that it is 12 mass% or less, Furthermore, it is 10 mass% or less. If the total amount of (a) silicone oil and (b) α-olefin oligomer is too small, the composition may become transparent, and if it is too large, it cannot be sufficiently emulsified and a stable translucent composition cannot be obtained. Sometimes
（ｃ）ポリエーテル変性シリコーン
　本発明で用いられるポリエーテル変性シリコーンは、下記式（１）で示される。
Figure JPOXMLDOC01-appb-I000003
(C) Polyether-modified silicone The polyether-modified silicone used in the present invention is represented by the following formula (1).
Figure JPOXMLDOC01-appb-I000003
　式（１）中、Ｒはそれぞれメチル基又はフェニル基であり、またｍは５０～１，０００の整数であり、ｎは１～４０の整数である。
　Ａは式－Ｃ３Ｈ６Ｏ（Ｃ２Ｈ４Ｏ）ａ（Ｃ３Ｈ６Ｏ）ｂＲ’で示されるポリオキシアルキレン基である。
　Ｒ’は水素原子、炭素数１～１０のアシル基及び炭素数１～４のアルキル基からなる群から選択される基であり、またａは５～５０の整数であり、ｂは５～５０の整数である。 In the formula (1), R is a methyl group or a phenyl group, m is an integer of 50 to 1,000, and n is an integer of 1 to 40.
A is a polyoxyalkylene group represented by the formula —C 3 H 6 O (C 2 H 4 O) a (C 3 H 6 O) b R ′.
R ′ is a group selected from the group consisting of a hydrogen atom, an acyl group having 1 to 10 carbon atoms, and an alkyl group having 1 to 4 carbon atoms, a is an integer of 5 to 50, and b is 5 to 50 Is an integer.
　Ｒ’の炭素数１～１０のアシル基として、飽和又は不飽和のアシル基が挙げられ、具体的には、ホルミル基、アセチル基、プロピオニル基、ブチリル基、アクリロイル基、ベンゾイル基、トルオイル基等が例示される。炭素数１～４のアルキル基として、具体的には、メチル基、エチル基、ｉ－プロピル基、ｎ－プロピル基、ｔ－ブチル基、ｎ－ブチル基等が例示される。
　ポリオキシアルキレン基において、ａ又はｂが５未満である場合には、ポリエーテル変性シリコーンが十分な界面活性効果を示さなくなり、またａ又はｂが５０を超える場合には、得られた組成物がべとつき感を有するようになる。 Examples of the acyl group having 1 to 10 carbon atoms of R ′ include saturated or unsaturated acyl groups, and specifically include formyl group, acetyl group, propionyl group, butyryl group, acryloyl group, benzoyl group, toluoyl group and the like. Is exemplified. Specific examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an i-propyl group, an n-propyl group, a t-butyl group, and an n-butyl group.
In the polyoxyalkylene group, when a or b is less than 5, the polyether-modified silicone does not show a sufficient surface-active effect, and when a or b exceeds 50, the resulting composition is Has a feeling of stickiness.
　ポリオキシアルキレン基の分子中での含有量は特に限定されないが、ポリオキシアルキレン基の含有量が全分子量中２０質量％を超えるものが望ましい。これは、ポリオキシアルキレン基の含有量が全分子量中２０質量％以下の場合には、ポリエーテル変性シリコーンの効果が著しく低下し、安定性が不十分となることがあるためである。 The content of the polyoxyalkylene group in the molecule is not particularly limited, but it is preferable that the content of the polyoxyalkylene group exceeds 20% by mass in the total molecular weight. This is because when the content of the polyoxyalkylene group is 20% by mass or less in the total molecular weight, the effect of the polyether-modified silicone is remarkably lowered and the stability may be insufficient.
　また、ｍは５０～１，０００の整数であり、ｎは１～４０の整数である。これは、ｍが５０未満であり、ｎが１未満である場合には、安定性に乏しく、またｍが１，０００を超え、ｎが４０を超える場合には、得られた組成物にべたつき感が生じるようになるからである。また、ｍ：ｎは２００：１～５：１であることが好ましく、６０：１～１５：１であることが特に好ましい。 M is an integer from 50 to 1,000, and n is an integer from 1 to 40. This is because the stability is poor when m is less than 50 and n is less than 1, and when m is greater than 1,000 and n is greater than 40, the resulting composition is sticky. It is because a feeling comes to arise. Further, m: n is preferably 200: 1 to 5: 1, and particularly preferably 60: 1 to 15: 1.
　本発明に用いられるポリエーテル変性シリコーンの分子量は特に限定されず、またその２５℃における粘度は特に限定されないが、特に安定性のあるエマルジョンを形成し、さらさら感を有することから、ポリエーテル変性シリコーンをオクタメチルテトラシロキサン又はイソパラフィンの５０質量％溶液とした時の粘度が１，０００～１００，０００ｃｐｓの範囲であることが望ましい。 The molecular weight of the polyether-modified silicone used in the present invention is not particularly limited, and the viscosity at 25 ° C. is not particularly limited. However, the polyether-modified silicone forms a stable emulsion and has a smooth feeling. The viscosity is preferably in the range of 1,000 to 100,000 cps when a 50% by weight solution of octamethyltetrasiloxane or isoparaffin is used.
　ポリエーテル変性シリコーンはα－オレフィンオリゴマーに対して２質量倍以上、さらには３質量倍以上であることが好ましい。また、１０質量倍以下、さらには９質量倍以下であることが好ましい。ポリエーテル変性シリコーンがα－オレフィンオリゴマーに対して少なすぎる場合には十分に乳化できず安定な半透明組成物が得られないことがあり、多すぎる場合には透明になってしまうことがある。 The polyether-modified silicone is preferably at least 2 times by mass, more preferably at least 3 times by mass with respect to the α-olefin oligomer. Moreover, it is preferable that it is 10 mass times or less, Furthermore, it is 9 mass times or less. If the amount of the polyether-modified silicone is too small relative to the α-olefin oligomer, it may not be sufficiently emulsified and a stable translucent composition may not be obtained, and if it is too much, it may become transparent.
（ｄ）香料
　本発明において用いる香料は特に制限されず、化粧料や医薬品、あるいは芳香剤などに通常用いられる香料はいずれも使用することができる。例えば、動物系、植物系、鉱物系の天然香料及び合成香料が挙げられる。 (D) Perfume The perfume used in the present invention is not particularly limited, and any of the perfume normally used in cosmetics, pharmaceuticals, fragrances and the like can be used. For example, animal-based, plant-based and mineral-based natural flavors and synthetic flavors can be mentioned.
　香料は本発明の組成物中３質量％以上、さらには５質量％以上が好ましい。また、３０質量％以下、さらには２０質量％以下が好ましい。香料の配合量が少なすぎると充分な芳香が得られず、また、組成物が透明になってしまうことがある。一方、香料を過剰に配合すると芳香が強くなりすぎたり、べたつきを生じたり、透明性が増大することがあり、また、他の成分の配合量が制限される。 The fragrance is preferably 3% by mass or more, more preferably 5% by mass or more in the composition of the present invention. Moreover, 30 mass% or less, Furthermore, 20 mass% or less is preferable. If the blending amount of the fragrance is too small, sufficient fragrance cannot be obtained, and the composition may become transparent. On the other hand, if the fragrance is added excessively, the fragrance becomes too strong, stickiness may be produced, transparency may increase, and the amount of other components to be added is limited.
（ｅ）低級アルコール
　本発明において低級アルコールはフレグランス組成物の連続相の主成分であり、香料の芳香性や使用性などから組成物中５０質量％以上配合される。
　本発明に用いられる低級アルコールは炭素数１～４の一価アルコールが挙げられるが、安全性の面を考慮すればエタノールが特に好ましい。
　なお、ｉｓｏ－プロパノール、ｎ－プロパノール、ｔｅｒｔ－ブタノール、ｓｅｃ－ブタノール等は疎水性が強すぎるため、これらを配合する場合にはエタノールと併用することが望ましい。 (E) Lower alcohol In this invention, a lower alcohol is a main component of the continuous phase of a fragrance composition, and 50 mass% or more is mix | blended in a composition from the aromaticity, usability, etc. of a fragrance | flavor.
Examples of the lower alcohol used in the present invention include monohydric alcohols having 1 to 4 carbon atoms, and ethanol is particularly preferable from the viewpoint of safety.
It should be noted that iso-propanol, n-propanol, tert-butanol, sec-butanol and the like are too hydrophobic, and therefore it is desirable to use them together with ethanol when they are blended.
（ｆ）水
　水は本発明のフレグランス組成物中３．５質量％、さらには４質量％以上とすることが好ましい。また、１５質量％以下、さらには１３質量％以下とすることが好ましい。水が少なすぎると組成物が透明になってしまうことがあり、多すぎると、ミルク状に白濁したり、安定性が低下することがある。 (F) Water Water is preferably 3.5% by mass, more preferably 4% by mass or more, in the fragrance composition of the present invention. Further, it is preferably 15% by mass or less, more preferably 13% by mass or less. If the amount of water is too small, the composition may become transparent. If the amount is too large, the composition may become milky or the stability may be lowered.
　本発明のフレグランス組成物は、例えば、次のように製造することが好適である。
（ｉ）（ａ）シリコーン油、（ｂ）α－オレフィンオリゴマー、（ｃ）ポリエーテル変性シリコーン、及び（ｄ）香料を、（ｅ）低級アルコールの一部を用いて室温で混合溶解する（パーツＢ）。
（ｉｉ）（ｅ）低級アルコールの残部と（ｆ）水とを室温で混合溶解する（パーツＡ）。
（ｉｉｉ）パーツＡとパーツＢとを混合してフレグランス組成物を得る。 The fragrance composition of the present invention is preferably produced, for example, as follows.
(I) (a) Silicone oil, (b) α-olefin oligomer, (c) polyether-modified silicone, and (d) fragrance are mixed and dissolved at room temperature using a part of (e) lower alcohol (parts) B).
(Ii) (e) The remainder of the lower alcohol and (f) water are mixed and dissolved at room temperature (part A).
(Iii) Part A and Part B are mixed to obtain a fragrance composition.
　このような方法によれば、パーツＡとパーツＢとをスターラーなどを用いて室温で混合・攪拌するだけで簡単に安定なマイクロエマルジョンである半透明フレグランス組成物を得ることができ、加熱や乳化機が不要である。
　前記（ｉ）の工程においては、パーツＢが透明な一液相溶液になるように可溶化されることが好適である。また、パーツＢは高粘度のポリエーテル変性シリコーンを含むが、（ｅ）低級アルコールの一部を用いることで低粘度になっている。このようなパーツＢをパーツＡと室温で混合するだけで、特に機械的に乳化せずとも、分散乳化粒子が１μｍ以下であるマイクロエマルジョンが容易に形成され、安定性に優れる半透明フレグランス組成物（分散相：油相、連続相：含水エタノール相）が得られる。
　なお、本発明において、前記必須成分以外の成分を配合する場合には、その親和性に応じてパーツＡ又はパーツＢに適宜配合してフレグランス組成物を調製すればよい。通常の場合、親油性成分はパーツＢに、親水性成分はパーツＡに配合すればよい。 According to such a method, a translucent fragrance composition that is a stable microemulsion can be obtained simply by mixing and stirring Parts A and B at room temperature using a stirrer or the like, and heating or emulsification No machine is required.
In the step (i), it is preferable that the part B is solubilized so as to become a transparent one-liquid solution. Part B contains high-viscosity polyether-modified silicone, but (e) has a low viscosity by using a part of the lower alcohol. A translucent fragrance composition having excellent stability in which a microemulsion having a dispersed emulsified particle of 1 μm or less can be easily formed by mixing such a part B with part A at room temperature without being particularly mechanically emulsified. (Dispersed phase: oil phase, continuous phase: hydrous ethanol phase).
In addition, in this invention, when mix | blending components other than the said essential component, what is necessary is just to mix | blend suitably with the part A or the part B according to the affinity, and to prepare a fragrance composition. In a normal case, the lipophilic component may be added to part B and the hydrophilic component may be added to part A.
　本発明のフレグランス組成物において、半透明の指標としては、組成物の照射光強度に対する透過光強度の割合（％）であるＬ値を採用することができる。組成物のＬ値が大きいほど透明であることを意味し、小さいほど白濁していることを意味する。本発明においてＬ値は後述の実施例のようにして測定されたものである。
　本発明の半透明フレグランス組成物のＬ値は７０～９５、好ましくは７５～９０である。Ｌ値が７０より小さい組成物は明らかに白濁しており、高級感がない。一方、Ｌ値が９５より大きいと透明性が高く、やはり高級感が得られず、従来品とも外観上の差異がほとんどなくなってしまう。 In the fragrance composition of the present invention, an L value that is a ratio (%) of transmitted light intensity to irradiated light intensity of the composition can be adopted as a semi-transparent index. It means that it is transparent, so that L value of a composition is large, and it is cloudy, so that it is small. In the present invention, the L value is measured as in Examples described later.
The L value of the translucent fragrance composition of the present invention is 70 to 95, preferably 75 to 90. A composition having an L value of less than 70 is clearly cloudy and has no high-class feeling. On the other hand, if the L value is greater than 95, the transparency is high and a high-class feeling cannot be obtained, and there is almost no difference in appearance from the conventional product.
　本発明のフレグランス組成物には、上記必須成分の他に、本発明の効果を損なわない限り、通常フレグランス組成物に配合される成分や、化粧料、医薬部外品、医薬品などに配合可能な成分など、その他の成分を配合することができる。例えば、シリコーン油やα－オレフィンオリゴマー以外の油分、紫外線吸収剤、美白剤、界面活性剤、保湿剤、多価アルコール、ビタミン、増粘剤、被膜剤、酸化防止剤、各種薬剤等が挙げられる。 In addition to the above essential components, the fragrance composition of the present invention can be blended in components that are usually blended in fragrance compositions, cosmetics, quasi drugs, pharmaceuticals, etc., as long as the effects of the present invention are not impaired. Other components such as components can be blended. Examples include oils other than silicone oils and α-olefin oligomers, UV absorbers, whitening agents, surfactants, moisturizers, polyhydric alcohols, vitamins, thickeners, coating agents, antioxidants, and various agents. .
　本発明のフレグランス組成物は、香水（パルファム）、オードパルファム、オードトワレ、オーデコロンなどの芳香化粧料として好適に用いられる。また、家庭用芳香剤などとしても利用可能である。 The fragrance composition of the present invention is suitably used as an aromatic cosmetic such as perfume, eau de parfum, eau de toilette, or eau de cologne. It can also be used as a home fragrance.
　以下、代表例を挙げて本発明をさらに説明するが、本発明はこれらに限定されるものではない。配合量は特に指定のない限り質量％で示す。評価方法は次の通り。
（外観）
　試料を調製直後に肉眼で観察した。 Hereinafter, the present invention will be further described with reference to representative examples, but the present invention is not limited thereto. Unless otherwise specified, the amount is shown in mass%. The evaluation method is as follows.
(appearance)
Samples were observed with the naked eye immediately after preparation.
（Ｌ値）
　サンプルを希釈せずに石英ガラスセル（光路長１０ｍｍ）に充填し、２０℃で、積分球分光光度計（ＧＲＥＴＡＧ　ＭＡＣＢＥＴＨ社　ＣＥ７０００Ａ）で透過測定を行なった。
　すなわち、サンプルに対して積分球によりあらゆる角度から均等に光を照射し、サンプル面の法線方向で受光した透過光強度の照射光強度に対する割合（％）をＬ値として得た。 (L value)
The sample was filled in a quartz glass cell (optical path length: 10 mm) without dilution, and transmission measurement was performed at 20 ° C. using an integrating sphere spectrophotometer (GRETAG MACBETH CE7000A).
That is, the sample was irradiated with light uniformly from any angle using an integrating sphere, and the ratio (%) of the transmitted light intensity received in the normal direction of the sample surface to the irradiated light intensity was obtained as the L value.
（安定性）
　試料を室温（約２０℃）で１ヶ月保存後、外観を肉眼で観察し、次のように評価した。
　○：分離等の外観変化が認められない。
　△：分離等の外観変化がほとんど認められない。
　×：分離等の外観変化が認められる。 (Stability)
After the sample was stored at room temperature (about 20 ° C.) for 1 month, the appearance was observed with the naked eye and evaluated as follows.
○: No change in appearance such as separation is observed.
Δ: Almost no change in appearance such as separation is observed.
X: Appearance change such as separation is recognized.
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
（製法）
　パーツＡの成分をマグネチックスターラーを用いて室温で混合溶解し、透明溶液を得た。別に室温で混合したパーツＢにマグネチックスターラーで攪拌しながら前記パーツＡを室温で添加・混合して、目的のフレグランス組成物を得た。 (Manufacturing method)
The components A were mixed and dissolved at room temperature using a magnetic stirrer to obtain a transparent solution. Separately, the part A was added to and mixed with the part B mixed at room temperature with a magnetic stirrer at room temperature to obtain the desired fragrance composition.
　表１の組成でフレグランス組成物を調製した。試料２のように、油性成分として香料のみを配合した場合には、透明な組成物となってしまった。これは、香料は油性成分であるものの、シリコーン油やα－オレフィンオリゴマーなど通常の油分とは異なってエタノール可溶性であるため、香料が多量のエタノール中に溶解してしまうためであると考えられた。
　これに対して、試料１のように、香料とともにシリコーン油とα－オレフィンオリゴマーとを併用した場合には安定な半透明の組成物とすることができた。α－オレフィンオリゴマーなしでは、例え他の炭化水素油を用いたとしても、外観が透明となり、半透明組成物は得られなかった（試料３、試料５）。また、シリコーン油なしでは十分な乳化ができず安定な半透明組成物は得られなかった（試料４）。
　そこで、α－オレフィンオリゴマー／シリコーン油の比率を変えてさらに検討を行った。　　　 Fragrance compositions were prepared with the compositions in Table 1. When only the fragrance | flavor was mix | blended as an oil component like the sample 2, it became a transparent composition. This is thought to be because although the fragrance is an oily component, it is soluble in ethanol unlike ordinary oils such as silicone oil and α-olefin oligomer, so that the fragrance is dissolved in a large amount of ethanol. .
On the other hand, as in Sample 1, when silicone oil and α-olefin oligomer were used in combination with a fragrance, a stable translucent composition could be obtained. Without the α-olefin oligomer, even if other hydrocarbon oils were used, the appearance became transparent, and a translucent composition was not obtained (Sample 3, Sample 5). Moreover, sufficient emulsification could not be performed without silicone oil, and a stable translucent composition could not be obtained (Sample 4).
Therefore, further investigation was carried out by changing the ratio of α-olefin oligomer / silicone oil.
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
　表２の組成でフレグランス組成物を調製した。製法は表１に準じた。
　表２のように、シリコーン油に対してα－オレフィンオリゴマーが少なすぎると、透明になってしまうことがあり、多すぎると十分な乳化が困難となって安定な半透明組成物が得られないことがあった。
　このようなことから、α－オレフィンオリゴマー／シリコーン油の比率は、０．１～０．７、さらには０．２～０．６であることが好ましいと考えられた。
　さらに、シリコーン油とα－オレフィンオリゴマーとの合計量を変えて検討を行った。 Fragrance compositions were prepared with the compositions in Table 2. The manufacturing method followed Table 1.
As shown in Table 2, if the α-olefin oligomer is too small relative to the silicone oil, it may become transparent, and if it is too much, sufficient emulsification becomes difficult and a stable translucent composition cannot be obtained. There was a thing.
For these reasons, it was considered that the ratio of α-olefin oligomer / silicone oil was preferably 0.1 to 0.7, more preferably 0.2 to 0.6.
Further, the total amount of silicone oil and α-olefin oligomer was changed and examined.
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
　表３の組成でフレグランス組成物を調製した。製法は表１に準じた。
　表３のように、α－オレフィンオリゴマーとシリコーン油の合計量が少なすぎると透明になってしまうことがあり、多すぎると十分に乳化できず安定な半透明組成物が得られないことがあった。
　このようなことから、α－オレフィンオリゴマーとシリコーン油の合計量は組成物中２～１２質量％、さらには４～１０質量％であることが好適であると考えられた。
　また、水の量を変えて検討を行った。 Fragrance compositions were prepared with the compositions in Table 3. The manufacturing method followed Table 1.
As shown in Table 3, if the total amount of α-olefin oligomer and silicone oil is too small, it may become transparent, and if it is too much, it may not be sufficiently emulsified and a stable translucent composition may not be obtained. It was.
For these reasons, it was considered that the total amount of the α-olefin oligomer and the silicone oil is preferably 2 to 12% by mass, more preferably 4 to 10% by mass in the composition.
In addition, the amount of water was changed and examined.
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
　表４の組成でフレグランス組成物を調製した。製法は表１に準じた。
　表４のように、水が少なすぎると、フレグランス組成物が透明になってしまう場合がある。一方、水を過剰に配合するとミルク状に白濁したり、分離を生じたりすることがある。
　このような結果から、水は組成物中３．５質量％～１５質量％、さらには４～１３質量％が好適であると考えられた。
　また、香料の量を変えて検討を行った。 Fragrance compositions were prepared with the compositions in Table 4. The manufacturing method followed Table 1.
As shown in Table 4, if there is too little water, the fragrance composition may become transparent. On the other hand, when water is added excessively, it may become milky or may cause separation.
From these results, it was considered that water was preferably 3.5 to 15% by mass, and more preferably 4 to 13% by mass in the composition.
Moreover, it examined by changing the quantity of a fragrance | flavor.
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
　表５の組成でフレグランス組成物を調製した。製法は表１に準じた。
　表５のように、香料が少なすぎると、フレグランス組成物がミルク状に白濁してしまうことがあった。一方、香料を増量すると半透明組成物が得られ、３０質量％の配合も可能であった。しかしながら、香料増量に伴って、Ｌ値が上昇して透明に近づく傾向が認められた。
　このような結果から、本発明においては、香料の配合量を組成物中３～３０質量％、さらには５～２０質量％とすることが好適である。
　さらに、ポリエーテル変性シリコーンの量を変えて検討を行った。 Fragrance compositions were prepared with the compositions in Table 5. The manufacturing method followed Table 1.
As shown in Table 5, when there was too little fragrance | flavor, the fragrance composition might become cloudy like milk. On the other hand, when the amount of the fragrance was increased, a translucent composition was obtained, and 30% by mass was also possible. However, as the fragrance increased, the L value increased and the tendency to become transparent was recognized.
From these results, in the present invention, the blending amount of the fragrance is preferably 3 to 30% by mass, more preferably 5 to 20% by mass in the composition.
Further, the amount of the polyether-modified silicone was changed and examined.
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009
　表６の組成でフレグランス組成物を調製した。製法は表１に準じた。
　表６のように、α－オレフィンオリゴマーに対してポリエーテル変性シリコーンの量が少なすぎると、十分に乳化できず安定な半透明組成物が得られないことがあった。一方、ポリエーテル変性シリコーンを過剰に配合すると組成物が透明になることがあった。
　このような結果から、ポリエーテル変性シリコーンはα－オレフィンオリゴマーに対して２～１０質量倍、さらには３～９質量倍であることが好適であると考えられた。 Fragrance compositions were prepared with the compositions in Table 6. The manufacturing method followed Table 1.
As shown in Table 6, if the amount of the polyether-modified silicone is too small relative to the α-olefin oligomer, it may not be sufficiently emulsified and a stable translucent composition may not be obtained. On the other hand, when the polyether-modified silicone is added excessively, the composition may become transparent.
From these results, it was considered that the polyether-modified silicone is preferably 2 to 10 times by mass, more preferably 3 to 9 times by mass with respect to the α-olefin oligomer.
　表７は、試料１において、香料の種類を変えた結果である。表７からわかるように、多様な香料を用いて安定な半透明のフレグランス組成物を得ることができる。 Table 7 shows the results of changing the type of fragrance in Sample 1. As can be seen from Table 7, a stable translucent fragrance composition can be obtained using various perfumes.
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000010

Claims (2)

  1. 　（ａ）シリコーン油と、
    　（ｂ）炭素数４～１２のα－オレフィンの３～６量体の水素添加物であるα－オレフィンオリゴマーと、
    　（ｃ）下記式（１）で示されるポリエーテル変性シリコーンと、
    　（ｄ）香料と、
    　（ｅ）炭素数１～４の低級アルコールと、
    　（ｆ）水と、
    を含有し、
    　（ａ）シリコーン油と（ｂ）α－オレフィンオリゴマーの合計量が組成物中２～１２質量％で、且つ、
    　（ｂ）／（ａ）の質量比が０．１～０．７であり、
    　（ｃ）ポリエーテル変性シリコーンが（ｂ）前記α－オレフィンオリゴマーに対して２～１０質量倍であり、
    　（ｄ）香料が組成物中３～３０質量％であり、
    　（ｅ）低級アルコールが組成物中５０質量％以上であり、
    　（ｆ）水が組成物中３．５質量％～１５質量％であり、
    　組成物の照射光強度に対する透過光強度の割合（％）であるＬ値が７０～９５であることを特徴とする半透明フレグランス組成物。
    Figure JPOXMLDOC01-appb-I000001
    （式中、Ａは一般式：－Ｃ３Ｈ６Ｏ（Ｃ２Ｈ４Ｏ）ａ（Ｃ３Ｈ６Ｏ）ｂＲ’（式中、Ｒ’は水素原子、炭素数１～１０のアシル基及び炭素数１～４のアルキル基からなる群から選択される基であり、またａは５～５０の整数であり、ｂは５～５０の整数である。）で示されるポリオキシアルキレン基である。Ｒはメチル基又はフェニル基であり、またｍは５０～１，０００の整数であり、ｎは１～４０の整数である。）     (A) silicone oil;
    (B) an α-olefin oligomer which is a hydrogenated product of a 3 to 6-mer of an α-olefin having 4 to 12 carbon atoms;
    (C) a polyether-modified silicone represented by the following formula (1);
    (D) perfume,
    (E) a lower alcohol having 1 to 4 carbon atoms;
    (F) water,
    Containing
    The total amount of (a) silicone oil and (b) α-olefin oligomer is 2 to 12% by mass in the composition, and
    The mass ratio of (b) / (a) is 0.1 to 0.7,
    (C) the polyether-modified silicone is (b) 2 to 10 times the mass of the α-olefin oligomer,
    (D) The fragrance is 3 to 30% by mass in the composition,
    (E) The lower alcohol is 50% by mass or more in the composition,
    (F) water is 3.5 mass% to 15 mass% in the composition;
    A translucent fragrance composition, wherein an L value, which is a ratio (%) of transmitted light intensity to irradiated light intensity of the composition, is 70 to 95.
    Figure JPOXMLDOC01-appb-I000001
    (Wherein A is a general formula: —C 3 H 6 O (C 2 H 4 O) a (C 3 H 6 O) b R ′ (where R ′ is a hydrogen atom, an acyl having 1 to 10 carbon atoms) A group selected from the group consisting of a group and an alkyl group having 1 to 4 carbon atoms, a is an integer of 5 to 50, and b is an integer of 5 to 50). R is a methyl group or a phenyl group, m is an integer of 50 to 1,000, and n is an integer of 1 to 40.)
  2. 　請求項１記載の組成物において、低級アルコールがエタノールであることを特徴とする半透明フレグランス組成物。 The translucent fragrance composition according to claim 1, wherein the lower alcohol is ethanol.
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